US4764563A - Clear impact modifier for PVC - Google Patents
Clear impact modifier for PVC Download PDFInfo
- Publication number
- US4764563A US4764563A US07/020,283 US2028387A US4764563A US 4764563 A US4764563 A US 4764563A US 2028387 A US2028387 A US 2028387A US 4764563 A US4764563 A US 4764563A
- Authority
- US
- United States
- Prior art keywords
- pvc
- impact
- styrene
- acrylonitrile
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000004609 Impact Modifier Substances 0.000 title claims abstract description 42
- 239000000203 mixture Substances 0.000 claims abstract description 59
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 43
- 150000002825 nitriles Chemical class 0.000 claims abstract description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 53
- 239000000758 substrate Substances 0.000 claims description 40
- 239000000178 monomer Substances 0.000 claims description 22
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 21
- 150000001491 aromatic compounds Chemical class 0.000 claims description 5
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 4
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 4
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 239000003431 cross linking reagent Substances 0.000 claims 2
- 239000012986 chain transfer agent Substances 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 abstract description 24
- 239000005060 rubber Substances 0.000 abstract description 24
- 229920000578 graft copolymer Polymers 0.000 abstract description 13
- 239000004800 polyvinyl chloride Substances 0.000 description 45
- 229920000915 polyvinyl chloride Polymers 0.000 description 44
- 238000000034 method Methods 0.000 description 26
- 229920005989 resin Polymers 0.000 description 13
- 239000011347 resin Substances 0.000 description 13
- 229920003048 styrene butadiene rubber Polymers 0.000 description 11
- 239000002174 Styrene-butadiene Substances 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 9
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 7
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 7
- 230000003287 optical effect Effects 0.000 description 7
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 6
- 238000013329 compounding Methods 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 229920000126 latex Polymers 0.000 description 6
- 239000003607 modifier Substances 0.000 description 6
- 238000010559 graft polymerization reaction Methods 0.000 description 5
- 239000004816 latex Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 238000002834 transmittance Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 4
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 3
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 235000003891 ferrous sulphate Nutrition 0.000 description 2
- 239000011790 ferrous sulphate Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- FRQQKWGDKVGLFI-UHFFFAOYSA-N 2-methylundecane-2-thiol Chemical compound CCCCCCCCCC(C)(C)S FRQQKWGDKVGLFI-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical class COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000004614 Process Aid Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- ZIWRUEGECALFST-UHFFFAOYSA-M sodium 4-(4-dodecoxysulfonylphenoxy)benzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCOS(=O)(=O)c1ccc(Oc2ccc(cc2)S([O-])(=O)=O)cc1 ZIWRUEGECALFST-UHFFFAOYSA-M 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 238000009757 thermoplastic moulding Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- -1 vinylidene halides Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
- C08F279/04—Vinyl aromatic monomers and nitriles as the only monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L55/00—Compositions of homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C08L23/00 - C08L53/00
- C08L55/02—ABS [Acrylonitrile-Butadiene-Styrene] polymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/932—Blend of matched optical properties
Abstract
Description
______________________________________ Ingredients pbw ______________________________________ Water (demineralized) 180.0 SBR latex (solids) 65.0 Sodium formaldehyde sulfoxylate (SFS) 0.0750 EDTA 0.0225 Ferrous sulfate heptahydrate 0.0075 Tert-dodecyl mercaptan 0.50 Cumene hydroperoxide 0.50 Styrene 28.0 Acrylonitrile 7.0 ______________________________________
TABLE I __________________________________________________________________________ EX. N 1 2 3 4 5 6 7 8 9 A __________________________________________________________________________ Substrate Styrene pbw 30.0 25.0 20.0 15.0 10.0 5.0 15.0 15.0 25.0 -- Butadiene pbw 69.0 74.0 79.0 84.0 89.0 94.0 79.0 79.0 74.0 100 Acrylonitrile pbw -- -- -- -- -- -- 5.0 -- -- -- Butyl Acrylate pbw -- -- -- -- -- -- -- 5.0 -- -- DVB pbw 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 -- Refr. Ind. 1.5400 1.5495 1.5470 1.5449 1.5425 1.5401 1.5449 N.D. N.D. 1.5418 Graft Polymer Substrate, pbw 65 65 65 65 65 65 65 65 65 45 Styrene 28 28 28 28 28 28 28 28 28 40 Acrylonitrile 7 7 7 7 7 7 7 7 3 15 Methacrylonitrile -- -- -- -- -- -- -- -- 4 -- Refr. Ind. 1.5534 1.5495 1.5470 1.5449 1.5425 1.5401 1.5449 N.D. N.D. 1.5418 __________________________________________________________________________ Notes: Preparations described in text; all Examples employ constant MVA/EUN graf ratio (4/1) and are carried to same degree of conversion. DVB = divinyl benzene. N.D. = not determined.
______________________________________ Ingredients pbw ______________________________________ PVC 100.00 Tin mercaptide stabilizer 2.0 Acrylic process aid 2.0 Lubricants 1.3 Toner 0.075 Impact Modifier 14 ______________________________________
TABLE II __________________________________________________________________________ EX. NO. 10 11 12 13 14 15 B __________________________________________________________________________ PVC, pbw 100 100 100 100 100 100 100 Impact Modif. Ex. No. 1 2 3 4 5 6 A pbw 14 14 14 14 14 14 14 Izod Impact 2.0 9.0 9.0 8.5 9.2 10.4 1.1 Optical Properties: Transm. (%) 83.96 85.20 85.74 85.20 83.62 83.56 84.61 Haze 4.09 3.79 3.89 2.47 3.14 4.69 2.63 Y. I. 14.00 12.16 4.04 4.83 4.42 4.76 6.95 __________________________________________________________________________ Notes: Izod Impact = ft lb/in notch at 23° C., 1/4" samples at 23° C.; ASTM D256 A Optical properties as measured by Hunterlab Huntermeter by standard Hunte lab procedures.
TABLE III __________________________________________________________________________ Ex. No. 16 17 18 19 20 21 __________________________________________________________________________ Modifier Substrate Ex. No. 4 4 4 4 4 4 pbw 55 60 65 70 75 80 Graft Monomers Styrene, pbw 36 32 28 24 20 16 Acrylonitrile pbw 9 8 7 6 5 4 Refr. Ind. 1.5500 1.5480 1.5449 1.5433 1.5417 N.D. PVC Blend PVC pbw 100 100 100 100 100 100 Modifier pbw 14 14 14 14 14 14 Izod Impact 1.5 3.5 8.5 7.6 6.9 7.2 Optical Properties Transm. (%) 84.74 86.32 85.20 85.64 84.20 83.01 Haze 4.33 2.55 2.47 2.83 3.63 4.46 Y. I. 8.40 5.99 4.83 4.14 3.20 2.87 __________________________________________________________________________ Notes: See notes to Table II; N.D. = not determined.
______________________________________ SBR Substrate Styrene 15.0 pbw Butadiene 85.0 Refr. Ind. 1.5265 Graft Copolymer Styrene 28.0 pbw Acrylonitrile 7.0 SBR 65.0 Refr. Ind. 1.5440 ______________________________________
______________________________________ PVC 100 Modifier 14 Izod Impact 8.3 Light Transm. 83.86 Haze 3.06 Y.I. 4.26 ______________________________________
TABLE IV ______________________________________ Example 23 24 ______________________________________ Styrene 22.0 -- x-methyl styrene 6.0 -- p-methyl styrene -- 28.0 acrylonitrile 7.0 7.0 SBR.sup.1 65.0 65.0 Graft nD.sup.25 Found 1.5432 1.5405 Calculated 1.5436 1.5400 Difference 0.0004 0.0005 Parts (by weight) Graft Copolymer 8.0 8.0 PVC.sup.2 105.0 105.0 Notched Izod Impact 4.2 14.8 (ft 16/in 1/8" @ 23° C.) Optical Properties: Light Transmittance 82.70 83.13 Haze 4.48 4.04 Yellowness Index 5.70 5.47 ______________________________________ Notes: .sup.1 Typical SBR used in Example 2. .sup.2 Same PVC as used in Table II.
Claims (6)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/020,283 US4764563A (en) | 1985-11-04 | 1987-02-27 | Clear impact modifier for PVC |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US79436285A | 1985-11-04 | 1985-11-04 | |
US07/020,283 US4764563A (en) | 1985-11-04 | 1987-02-27 | Clear impact modifier for PVC |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US79436285A Continuation-In-Part | 1985-11-04 | 1985-11-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
US4764563A true US4764563A (en) | 1988-08-16 |
Family
ID=25162432
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/020,283 Expired - Fee Related US4764563A (en) | 1985-11-04 | 1987-02-27 | Clear impact modifier for PVC |
Country Status (10)
Country | Link |
---|---|
US (1) | US4764563A (en) |
EP (1) | EP0221456B1 (en) |
JP (1) | JPH0788415B2 (en) |
KR (1) | KR940003859B1 (en) |
CN (1) | CN1005983B (en) |
AR (1) | AR242812A1 (en) |
AU (1) | AU604219B2 (en) |
BR (1) | BR8605428A (en) |
CA (1) | CA1315906C (en) |
DE (1) | DE3687509T2 (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5116909A (en) * | 1989-03-10 | 1992-05-26 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Flame-retardant injection-molding resin composition |
US5252666A (en) * | 1990-03-03 | 1993-10-12 | Basf Aktiengesellschaft | Particulate graft polymer with improved adhesion between grafting base and graft sheath |
US5336718A (en) * | 1991-12-24 | 1994-08-09 | Basf Aktiengesellschaft | Impact modifier and molding material containing it |
US5342898A (en) * | 1990-04-06 | 1994-08-30 | Basf Aktiengesellschaft | Particulate graft polymer, and thermoplastic molding material produced therefrom having improved toughness |
US5486562A (en) * | 1990-07-12 | 1996-01-23 | General Electric Company | Modifications of poly(alkylene cyclohexanedicarboxylate) blends |
US5614589A (en) * | 1993-11-15 | 1997-03-25 | Kawasaki Chemical Holding Co., Inc. | Transparent, antistatic thermoplastic composition and methods of making the same |
US5686528A (en) * | 1986-10-21 | 1997-11-11 | Rohm And Haas Company | Core-shell impact modifiers for styrenic resins |
US20020187341A1 (en) * | 2000-12-22 | 2002-12-12 | Ko Chan U. | Conformable films and articles made therefrom |
US20040039106A1 (en) * | 2002-06-27 | 2004-02-26 | Man Aren Joost De | Conformable calendered films and articles made therefrom |
US20090050071A1 (en) * | 2005-02-23 | 2009-02-26 | Leary Brianne B | Portable Device for Cleaning an Animal's Paw and Assembly Method Thereof |
RU2774317C2 (en) * | 2019-02-14 | 2022-06-17 | Шаньдун Дунлинь Нью Матириалз Ко., Лтд | Non-transparent shock-proof methylmethacrylate-butadiene-styrene polymer for improvement of resistance to shock loads in polyvinylchloride and its production method |
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DE3831853A1 (en) * | 1988-09-20 | 1990-03-29 | Bayer Ag | PROPER POLYMERISES SUITABLE FOR THE MANUFACTURE OF TRANSPARENT THERMOPLASTIC COMPOSITIONS |
JP2003064233A (en) * | 2001-08-27 | 2003-03-05 | C I Kasei Co Ltd | Polyvinyl chloride-based resin film for agriculture and polyvinyl chloride-based resin composition |
CN100404241C (en) * | 2002-04-17 | 2008-07-23 | 屠林华 | Super-thin soft ABS plastic case and producing method thereof |
CN109504027A (en) * | 2018-11-23 | 2019-03-22 | 谢岳贤 | A kind of ageing-resistant ABS and PVC mixed plastic formula |
CN109734979A (en) * | 2019-01-11 | 2019-05-10 | 张海涛 | A kind of preparation method of the plastic material of impact resistance stay in grade |
Citations (11)
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---|---|---|---|---|
GB841849A (en) * | ||||
US3073798A (en) * | 1956-07-25 | 1963-01-15 | Monsanto Chemicals | Graft copolymers and polymer blends containing same |
GB1207070A (en) * | 1968-05-15 | 1970-09-30 | Polymer Corp | Polymeric moulding compositions |
US3636138A (en) * | 1968-08-05 | 1972-01-18 | Monsanto Co | Process for impact modification of vinyl halide polymers and impact modifiers and vinyl halide blends produced therewith |
US3657390A (en) * | 1968-08-31 | 1972-04-18 | Kureha Chemical Ind Co Ltd | Polyvinyl chloride resin composition of improved transparency and impact resistance and preparation therefor |
US3657391A (en) * | 1969-03-12 | 1972-04-18 | Borg Warner | Graft copolymers of styrene acrylonitrile and methyl acrylate onto diene polymers and blends thereof with vinyl chloride resins |
US3792125A (en) * | 1971-12-02 | 1974-02-12 | Uniroyal Inc | Transparent heat resistant gum plastic |
US3900528A (en) * | 1973-10-09 | 1975-08-19 | Monsanto Co | Process for impact modification of high nitrile polymers |
US3900529A (en) * | 1973-10-09 | 1975-08-19 | Monsanto Co | Rubber modified high nitrile polymers and polymer blends produced thereby |
US4287316A (en) * | 1978-04-24 | 1981-09-01 | Kureha Kagaku Kogyo Kabushiki Kaisha | Transparent resin composition for information signal recording discs |
US4587294A (en) * | 1982-11-04 | 1986-05-06 | Mitsui Toatsu Chemicals, Inc. | Continuous process for producing rubber modified high-impact resins |
Family Cites Families (3)
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-
1986
- 1986-10-16 CA CA000520618A patent/CA1315906C/en not_active Expired - Fee Related
- 1986-10-23 DE DE8686114706T patent/DE3687509T2/en not_active Expired - Fee Related
- 1986-10-23 EP EP86114706A patent/EP0221456B1/en not_active Expired - Lifetime
- 1986-10-30 AU AU64532/86A patent/AU604219B2/en not_active Ceased
- 1986-11-03 KR KR1019860009241A patent/KR940003859B1/en not_active IP Right Cessation
- 1986-11-04 CN CN86107555.2A patent/CN1005983B/en not_active Expired
- 1986-11-04 JP JP61262594A patent/JPH0788415B2/en not_active Expired - Lifetime
- 1986-11-04 AR AR86305782A patent/AR242812A1/en active
- 1986-11-04 BR BR8605428A patent/BR8605428A/en not_active IP Right Cessation
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1987
- 1987-02-27 US US07/020,283 patent/US4764563A/en not_active Expired - Fee Related
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5686528A (en) * | 1986-10-21 | 1997-11-11 | Rohm And Haas Company | Core-shell impact modifiers for styrenic resins |
US5116909A (en) * | 1989-03-10 | 1992-05-26 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Flame-retardant injection-molding resin composition |
US5252666A (en) * | 1990-03-03 | 1993-10-12 | Basf Aktiengesellschaft | Particulate graft polymer with improved adhesion between grafting base and graft sheath |
US5342898A (en) * | 1990-04-06 | 1994-08-30 | Basf Aktiengesellschaft | Particulate graft polymer, and thermoplastic molding material produced therefrom having improved toughness |
US5486562A (en) * | 1990-07-12 | 1996-01-23 | General Electric Company | Modifications of poly(alkylene cyclohexanedicarboxylate) blends |
US5336718A (en) * | 1991-12-24 | 1994-08-09 | Basf Aktiengesellschaft | Impact modifier and molding material containing it |
US5614589A (en) * | 1993-11-15 | 1997-03-25 | Kawasaki Chemical Holding Co., Inc. | Transparent, antistatic thermoplastic composition and methods of making the same |
US20020187341A1 (en) * | 2000-12-22 | 2002-12-12 | Ko Chan U. | Conformable films and articles made therefrom |
US20040039106A1 (en) * | 2002-06-27 | 2004-02-26 | Man Aren Joost De | Conformable calendered films and articles made therefrom |
US20090050071A1 (en) * | 2005-02-23 | 2009-02-26 | Leary Brianne B | Portable Device for Cleaning an Animal's Paw and Assembly Method Thereof |
US8474408B2 (en) | 2005-02-23 | 2013-07-02 | Pet Product Innovations, Llc | Portable device for cleaning an animal's paw and assembly method thereof |
RU2774317C2 (en) * | 2019-02-14 | 2022-06-17 | Шаньдун Дунлинь Нью Матириалз Ко., Лтд | Non-transparent shock-proof methylmethacrylate-butadiene-styrene polymer for improvement of resistance to shock loads in polyvinylchloride and its production method |
Also Published As
Publication number | Publication date |
---|---|
DE3687509T2 (en) | 1993-08-26 |
DE3687509D1 (en) | 1993-02-25 |
JPH0788415B2 (en) | 1995-09-27 |
EP0221456A3 (en) | 1990-01-03 |
CN1005983B (en) | 1989-12-06 |
AU604219B2 (en) | 1990-12-13 |
EP0221456B1 (en) | 1993-01-13 |
KR870005021A (en) | 1987-06-04 |
AU6453286A (en) | 1987-05-07 |
CN86107555A (en) | 1987-04-29 |
JPS62106915A (en) | 1987-05-18 |
EP0221456A2 (en) | 1987-05-13 |
KR940003859B1 (en) | 1994-05-04 |
AR242812A1 (en) | 1993-05-31 |
BR8605428A (en) | 1987-08-11 |
CA1315906C (en) | 1993-04-06 |
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